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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Middletown apartments

Apartment

Holiday Home in Monroe

Hidden Lakefront Gem on a Gated Countryside Escape
2.0 star property
The price is €185
includes taxes & fees
18 Jan - 19 Jan
Hidden Lakefront Gem on a Gated Countryside Escape
TV

Apartment in Highland Falls

Cozy 1-bedroom retreat minutes from West Point!
10.0 out of 10, Exceptional, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is €166
includes taxes & fees
2 Feb - 3 Feb
Cozy 1-bedroom retreat minutes from West Point!
Fridge, oven, stovetop, coffee/tea maker

Apartment in Highland Falls

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
9.8 out of 10, Exceptional, (15 reviews)
"Great Unit."
United States
Rudy R.
The price is €228
includes taxes & fees
19 Jan - 20 Jan
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Dining

Apartment in Beacon

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
10.0 out of 10, Exceptional, (32 reviews)
"Great time and great place to stay "
United States
S S.
The price is €213
includes taxes & fees
19 Jan - 20 Jan
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen
3 bedrooms, desk, iron/ironing board, travel cot

Apartment in Highland Falls

Local Artist Inspired | Walk to WestPoint + King Bed
9.2 out of 10, Wonderful, (10 reviews)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is €320
includes taxes & fees
20 Jan - 21 Jan
Local Artist Inspired | Walk to WestPoint + King Bed
Terrace/patio

Apartment in Highland

Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
10.0 out of 10, Exceptional, (1 review)
"Everyone was just right! The home is perfect for a photo shoot. We weren't there for that, but we thought the setting was unique and beautiful! Everything we needed!!"
United States
Rebecca D.
The price is €325
includes taxes & fees
17 Jan - 18 Jan
Step into history & unwind at Spring apt a charming 🏡 at the❤️of NYHudson Valley
Interior

Apartment in Wallkill

Dream getaway apartment in the foot of Gunks Ridge
9.6 out of 10, Exceptional, (24 reviews)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
United States
Harriet
The price is €144
includes taxes & fees
20 Jan - 21 Jan
Dream getaway apartment in the foot of Gunks Ridge
Exterior detail

Apartment in Beacon

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
9.8 out of 10, Exceptional, (42 reviews)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is €205
includes taxes & fees
4 Feb - 5 Feb
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen
Desk, WiFi, bed sheets

Apartment in Monroe

Studio Retreat | Near Woodbury Commons & Legoland
2.0 star property
The price is €176
includes taxes & fees
19 Jan - 20 Jan
Studio Retreat | Near Woodbury Commons & Legoland
1 bedroom, free WiFi, bed sheets, wheelchair access

Apartment in Warwick

Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
10.0 out of 10, Exceptional, (34 reviews)
"Great location within walking distance of boutiques and restaurants. Enjoyed our stay. "
United States
Cynthia W.
The price is €236
includes taxes & fees
20 Jan - 21 Jan
Luxe Penthouse Loft on Main St- Steam Shower, Elevator, Parking, Views, Kitchen
Apartment

Apartment in Monroe

Bright Studio Retreat w Deck Nature Views
2.0 star property
The price is €255
includes taxes & fees
20 Jan - 21 Jan
Bright Studio Retreat w Deck Nature Views
Exterior detail

Apartment in Glen Spey

Cozy Studio with WiFi and AC in enjoyable Glen Spey
The price is €193
includes taxes & fees
27 Jan - 28 Jan
Cozy Studio with WiFi and AC in enjoyable Glen Spey
Fridge, microwave, oven, stovetop

Apartment in Highland Falls

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
10.0 out of 10, Exceptional, (5 reviews)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
United States
Mark V.
The price is €260
includes taxes & fees
9 Feb - 10 Feb
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Interior

Apartment in Beacon

Lux APT Your home away from home.
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and great place to stay. "
United States
Charlene D.
The price is €236
includes taxes & fees
1 Feb - 2 Feb
Lux APT Your home away from home.
Exterior detail

Apartment in Port Jervis

Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
10.0 out of 10, Exceptional, (6 reviews)
"House was clean and parking was easy! Close to downtown Port Jervis, with some great restaurants. The owners were so kind, and were so helpful!"
United States
Jen C.
The price is €276
includes taxes & fees
22 Jan - 23 Jan
Treeview - Cozy 2 BR Apartment - Fast WiFi ~ 1 hr from NYC - 5 mins to downtown
1 bedroom, desk, iron/ironing board, free WiFi

Apartment in Wurtsboro

Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
9.0 out of 10, Wonderful, (2 reviews)
"The host was very welcoming and very responsive. The apartment was very cute and super clean. I came up for a Halloween event put on by a friend the location was very convenient in the downtown area and I could walk to most of the places I needed to get to I very much enjoyed my stay here and would stay again if I’m in the area. "
United States
Sheena C.
The price is €241
includes taxes & fees
21 Jan - 22 Jan
Charming 1-bedroom apartment. Pet-friendly. Hiking & Skiing 10 min way.
TV

Apartment in Highland Falls

Walk to WP Gate + Free Parking!
9.8 out of 10, Exceptional, (21 reviews)
"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"
United States
Pamela
The price is €226
includes taxes & fees
18 Jan - 19 Jan
Walk to WP Gate + Free Parking!
Dining

Apartment in Newburgh

Hudson Valley Top Getaway with a River View B
2.0 star property
The price is €279
includes taxes & fees
17 Jan - 18 Jan
Hudson Valley Top Getaway with a River View B
Microwave, oven, stovetop, dishwasher

Apartment in Montgomery

Modern Hudson Valley Apt 202 - King/Queen/Twin
9.8 out of 10, Exceptional, (16 reviews)
"We had a great stay!! I booked for a “get ready” spot for my wedding and it was everything I could have dreamed of. Everything was perfect and very clean! Can’t wait to book again Very centrally located near some amazing small boutiques, a couple restaurants. The town seemed like a popular spot on the weekend! "
United States
Tiffani H.
The price is €238
includes taxes & fees
19 Jan - 20 Jan
Modern Hudson Valley Apt 202 - King/Queen/Twin
Exterior detail

Apartment in Monroe

Tranquil apartment with AC in charming Monroe
The price is €2,661
includes taxes & fees
18 Jan - 19 Jan
Tranquil apartment with AC in charming Monroe
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Hotel Reviews

Howard Johnson by Wyndham Newburgh/West Point

Howard Johnson by Wyndham Newburgh/West Point

10/10 Excellent
"Clean, comfortable, peaceful and staff are welcoming and friendly but not overly friendly to where you have no privacy. Great place to getaway. "
Mallory 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Newburgh/West Point

Find out more about Middletown

Middletown Apartments information

Number of reviews
206
Accommodation
147 Apartments
Lowest Price
€144
Highest Price
€2,661

Frequently asked questions

What's it like to stay at an apartment in Middletown?
You'll find a lot of options for your stay in Middletown with 44 accommodation options. Though there aren't many apartments, we can help you locate accommodation that is similar. When you search on Expedia, you can use the filters to search for a kitchen— one of the conveniences often found in an apartment. You can also search for similar property types like holiday homes, condos or cabins. You might want to visit the area's shops and enjoy its restaurants.
Why would you choose an apartment over a traditional hotel room?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for solo travellers who want to stay in at night and plan out their next day, and also for families wanting the conveniences of home.
What's a favourite apartment for my stay in Middletown?
Below is a popular apartment to consider: Cottage Suites: Includes free WiFi . Free parking and on-site laundry facilities are on site .
What can I expect from the weather in Middletown?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Middletown. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Middletown are January, February, March and April, with each month seeing an average of 16 cm of snowfall.
What should I see in Middletown?
Middletown is known for its restaurants and shops. Highland Lake and Thomas Bull Memorial Park are a couple of scenic spots to enjoy the outdoors, whereas Paramount Theatre is one of the cultural attractions. Other places in town to visit include Orange County Fair Speedway and Orange County Fairgrounds.
What's the best way to get to and around Middletown?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Newburgh, NY (SWF-Stewart Intl.), which is located 17.8 mi (28.7 km) away from the city centre. If you'd like to venture out around the area, you may want a rental car for your journey.